GB1235810A - A process for the manufacture of l-3-(3,4-dihydroxyphenyl)-alanine - Google Patents

A process for the manufacture of l-3-(3,4-dihydroxyphenyl)-alanine

Info

Publication number
GB1235810A
GB1235810A GB61247/69A GB6124769A GB1235810A GB 1235810 A GB1235810 A GB 1235810A GB 61247/69 A GB61247/69 A GB 61247/69A GB 6124769 A GB6124769 A GB 6124769A GB 1235810 A GB1235810 A GB 1235810A
Authority
GB
United Kingdom
Prior art keywords
alanine
methoxyphenyl
benzoyl
hydroxy
dihydroxyphenyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB61247/69A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB1235810A publication Critical patent/GB1235810A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19Carboxylic acids, e.g. valproic acid
    • A61K31/195Carboxylic acids, e.g. valproic acid having an amino group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/34Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D263/36One oxygen atom
    • C07D263/42One oxygen atom attached in position 5
    • EFIXED CONSTRUCTIONS
    • E04BUILDING
    • E04CSTRUCTURAL ELEMENTS; BUILDING MATERIALS
    • E04C1/00Building elements of block or other shape for the construction of parts of buildings
    • E04C1/39Building elements of block or other shape for the construction of parts of buildings characterised by special adaptations, e.g. serving for locating conduits, for forming soffits, cornices, or shelves, for fixing wall-plates or door-frames, for claustra

Abstract

1,235,810. L - 3 - (3,4 - dihydroxyphenyl)- alanine. F. HOFFMANN-LA ROCHE & CO. A.G. 16 Dec., 1969 [27 Dec., 1968], No. 61247/69. Heading C2C. L - 3 - (3,4 - dihydroxyphenyl) alanine is prepared by converting D, L-N-benzoyl-3-(4-hydroxy - 3 - methoxyphenyl) - alanine into the diastereomeric salts with dehydroabietylamine, separating these salts from each other, converting the novel L-N-benzoyl-3-(4-hydroxy-3-methoxyphenyl)-alanine abietylamine salt into the desired product via the novel L-N-benzoyl-3-(4- hydroxy - 3 - methoxyphenyl) - alanine, for example by treatment with acid or base followed by treatment with concentrated hydrohalic acid, and optionally racemizing the D-antipode and leading the racemate back into the process if desired. D,L - N - benzoyl - 3 - (4 - hydroxy - 3 - methoxyphenyl)-alanine is prepared by catalytic hydrogenation of 2-phenyl-4-(o-acetyl-vanillyle. dene)-2-oxazolin-5-one prepared by condensing vanillin and hypusic acid in presence of acetic anhydride.
GB61247/69A 1968-12-27 1969-12-16 A process for the manufacture of l-3-(3,4-dihydroxyphenyl)-alanine Expired GB1235810A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1927068A CH505056A (en) 1968-12-27 1968-12-27 Process for the preparation of L-3- (3 ', 4'-dihydroxyphenyl) alanine

Publications (1)

Publication Number Publication Date
GB1235810A true GB1235810A (en) 1971-06-16

Family

ID=4438422

Family Applications (1)

Application Number Title Priority Date Filing Date
GB61247/69A Expired GB1235810A (en) 1968-12-27 1969-12-16 A process for the manufacture of l-3-(3,4-dihydroxyphenyl)-alanine

Country Status (13)

Country Link
US (1) US3969397A (en)
JP (1) JPS5317589B1 (en)
AT (1) AT293366B (en)
BE (1) BE743495A (en)
CH (1) CH505056A (en)
DE (1) DE1964420C3 (en)
ES (1) ES374928A1 (en)
FR (1) FR2027209A1 (en)
GB (1) GB1235810A (en)
IL (1) IL33476A (en)
NL (1) NL6917789A (en)
RO (1) RO57016A (en)
SU (1) SU398036A3 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4956946A (en) * 1972-08-16 1974-06-03

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4151198A (en) * 1978-06-02 1979-04-24 American Cyanamid Company Resolution of N-acyl-DL (+)-phenylalanines
EP0077755B1 (en) * 1981-10-16 1985-03-06 Ciba-Geigy Ag N-(1'-methyl-2'-methoxyethyl)-n-chloroacetyl-2-ethyl-6-methyl aniline as a herbicide
DE3461710D1 (en) * 1983-01-25 1987-01-29 Ciba Geigy Ag Optically active n-(1'-methyl-2'-methoxymethyl)-n-chloracetyl-2,6-dimethylaniline as herbicide
DE3334849A1 (en) * 1983-09-27 1985-04-04 Hoechst Ag, 6230 Frankfurt METHOD FOR RACEMIZING OPTICALLY ACTIVE AMINO ACIDS
DE3435095C2 (en) * 1984-09-25 1986-07-24 Degussa Ag, 6000 Frankfurt Process for the racemization of N-acetyl-D (L) -α-amino carboxylic acids
US4833273A (en) * 1986-02-03 1989-05-23 Warner-Lambert Company Process for the resolution of 1-aminoindanes
DE19529293A1 (en) * 1995-08-09 1997-02-13 Bayer Ag Process for the preparation of racemic amino derivatives
DE19546531A1 (en) * 1995-12-13 1997-06-19 Degussa Process for the racemization of N-acetyl-D (L) -alpha-aminocarboxylic acids
US7022872B2 (en) * 2003-12-19 2006-04-04 Molecular Technologies, Inc. Method for making fluorine labeled L-Dopa
US20130312202A1 (en) 2011-08-15 2013-11-28 Whirlpool Corporation Method for real time determination during loading of volumetric load size in a laundry treating appliance
CN104945270B (en) * 2015-05-01 2017-08-15 李玉山 A kind of synthetic method of L-dopa methyl ester hydrochloride

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE638485A (en) * 1962-10-11
US3505385A (en) * 1962-10-11 1970-04-07 Merck & Co Inc Alpha-lower alkanoylamino - alpha - hydroxy and/or methoxy substituted benzyl propionitriles
US3347928A (en) * 1963-02-01 1967-10-17 Merck & Co Inc Process of oxidizing hydroxy phenyl alanines to hydroxy benzyl alkyl ketones

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4956946A (en) * 1972-08-16 1974-06-03
JPS5761026B2 (en) * 1972-08-16 1982-12-22 Bristol Myers Co

Also Published As

Publication number Publication date
DE1964420A1 (en) 1970-07-16
NL6917789A (en) 1970-06-30
IL33476A0 (en) 1970-02-19
ES374928A1 (en) 1972-04-16
DE1964420B2 (en) 1975-03-06
CH505056A (en) 1971-03-31
IL33476A (en) 1972-08-30
FR2027209A1 (en) 1970-09-25
AT293366B (en) 1971-10-11
SU398036A3 (en) 1973-09-17
JPS5317589B1 (en) 1978-06-09
US3969397A (en) 1976-07-13
BE743495A (en) 1970-06-22
DE1964420C3 (en) 1975-10-09
RO57016A (en) 1974-12-15

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